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How to get fromTroy to Chicagoby shuttle, plane, train, bus, car, or taxi

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There are 7 ways to get from Troy to Chicago by shuttle, plane, train, bus, car, or taxi

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Shuttle to Lambert–St. Louis International Airport, fly to Chicago Midway International Airport

    best
    1. Take a shuttle bus from Troy to St. Louisshuttle bus
    2. Fly from Lambert–St. Louis International Airport (STL) to Chicago Midway International Airport (MDW)plane plane STL - MDW
    3h 51m
    $63–382

  2. Shuttle, bus

    cheapest
    1. Take a shuttle bus from Troy to St. Louisshuttle bus Palmyra
    2. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus FlixBus 2510 / ...
    8h 59m
    $54–95

  3. Shuttle, train

    1. Take a shuttle bus from Troy to St. Louisshuttle bus Palmyra
    2. Take the train from St. Louis to Chicago Union Stationtrain train Lincoln Service / ...
    7h 17m
    $96–197

  4. Drive 318.9 mi

    1. Drive from Troy to Chicagocar car 318.9 mi
    5h 56m
    $59–85

  5. Shuttle to Lambert–St. Louis International Airport, fly to Chicago O'Hare International Airport

    1. Take a shuttle bus from Troy to St. Louisshuttle bus
    2. Fly from Lambert–St. Louis International Airport (STL) to Chicago O'Hare International Airport (ORD)plane plane STL - ORD
    4h 14m
    $278–712

  6. Shuttle, taxi to Quincy Regional Airport, fly to Chicago O'Hare International Airport

    1. Take a shuttle bus from Troy to Hannibalshuttle bus
    2. Take the taxi from Hannibal to Quincy Regional Airport (UIN)taxi taxi
    3. Fly from Quincy Regional Airport (UIN) to Chicago O'Hare International Airport (ORD)plane plane UIN - ORD
    4h 56m
    $130–230

  7. Shuttle, shuttle to Columbia Regional Airport, fly to Chicago O'Hare International Airport

    1. Take a shuttle bus from Troy to Bowling Green, Moshuttle bus
    2. Take a shuttle bus from Bowling Green, Mo to Columbiashuttle bus
    3. Fly from Columbia Regional Airport (COU) to Chicago O'Hare International Airport (ORD)plane plane COU - ORD
    6h 21m
    $99–330

Lambert–St. Louis International Airport (STL) to Chicago Midway International Airport (MDW) flights

Calendar33Weekly Planes
Duration1h 5mAverage Duration
Ticket$55Cheapest Price
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Questions & Answers

Map of how to get from Troy to Chicago.ExpandLaunch map view
  • Distance: 311.5 mi
  • Duration: 3h 51m

What companies run services between Troy, MO, USA and Chicago, IL, USA?

There is no direct connection from Troy to Chicago. However, you can take the shuttle to St. Louis, walk to NORTH HANLEY station, take the train to LAMBERT AIRPORT TERMINAL #1 station, walk to Lambert–St. Louis International Airport (STL) airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library. Alternatively, you can take a shuttle from Troy to Chicago Union Station via St. Louis, NORTH HANLEY station, CIVIC CENTER station, and St. Louis in around 7h 17m.

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